Brownish-yellow wool dyestuffs and process of making same.



orrion.

ROBERT SCHM IDLIN, OF H6CI-ISTON-THE-MAIN, GERMANY, ASSIGNOR TO FARBWERKE VORMVMEISTER LUCIUS & BRIINING, 0F HGCHST-ON-THE-MAIN, GERMANY, A COR- PORATION OF GERMANY.

BROWNISH-YELLOW WOOL DYESTUFFS AND PROCESS OF MAKING SAME.

1,162,109. No Drawing.

To all whom it may concern:

Be it known that'I, ROBERT SCHMIDLIN, chemist, a citizen of the Republic of Switzerland, residing at Hochst-on-the-Main, Ger- 5 many, have invented certain new and useful Improvements in Br wnish-Yellow W'ool Dyestufl's and Processesof Making Same, of whichthe following is a specification.

I have found that by causing l-chloro-Z/ldinitrobenzene' to act upon the aryloxy-or arylamino diaminodiphenylamin meta sulfonic acids of the formula:

s oan x/W /WNH2 N|H2 wherein X and Y indicate positions one of which is occupied by hydrogen and the other by the arylaminoor the aryloxy-residue, new horfies are obtained having the general formulason:

. These new bodies constitute wool-dyestufi's of a brownish-yellow color, remarkable for their excellent fastness to washing and to the action of light and alkalis. By treating the dyeings with chrome-mordants, they become darker. Their sodium salts constitute brown to blackish-brown powders, diflicultly soluble in cold water, readily soluble in hot water and alcohol, the free acid being precipitated from the aqueous solution by addingan acid. v

The following examples illustrate my .in-

vention:

Example I: 37 parts by weight of paraphenoxydiaminodiphenylamin-meta-sulfonic acid aredi olved in 200 parts of water to which 11 5S .rts of sodium carbonate have been added, and this solution is stirred for several hours on the water-bath with 20 parts .of 1 chloro-24-dinitrobenzene. The sodium saltwhich separates is then dried.

Specification of Letters Patent.

Patented Nov. 30, 1915."

Application filed July 2, 1913. Serial No. 777,100.

Example II parts by weight of phenylaminodiaminodiphenylamin-m-sulfonic acid are dissolved in 200-parts of water to which 11 parts of sodium carbonate have beenadded, and this solution is stirred for-several hours at 55-60 C. with 20 parts of l-chloro- QA-dinitrobenzene. The separated sodium salt is then dried. A body is thus obtained having the formula sloan 0 wa -l e N H1 I dyeing wool brownish-yellow tint's remarkable for their excellent fastness to washing and to the action of light and alkalis, its sodium salt being a dark-brown powder which is difl'icultly soluble in cold water, readily soluble in hot water and alcohol.

Example III: 42 parts by weight ofortho- 6 naphthoxydiaminodiphenylaminm sulionic acid are dissolved in 200 parts of water to which 11 parts of sodium carbonate have been added, and this solution is stirred for several hours on the water-bath with 20 parts of l.-chloro-2.4-dinitrobenzene. The sodium salt which separate is then dried.

Example IV: 42 parts by weight of ortho- 6 naphthylaminodiaminodiphenylamin m sulfonic acid, dissolved in 200 parts of water and 11 parts of sodium carbonate, are heated for several hours to 100 (3., while stirupon bodies containing the atomic group- .1ng:-

S oSH I I I wherein X and Y indicate positions, one of which is occupied by hydrogen and the other by an aryl-containing residue.

2. As new articles of manufacture, the bodies containing the atomic grouping Y NH L J I I LN...

dyeing wool brownish-yellow tints remarko c c able for their excellent fastness to washing and to the action of light and alkalis, its sodium salt being a dark-brown powder which is ditficultly soluble in cold water readily soluble in hot water and alcohol.

In testimony whereof, I afiixmy signature in presence of two witnesses.

' ROBERT SCHMIDLIN. l/Vitnesses:

JEAN GRUND, CARL GRUND.

. Copies of this patent may be obtained for five cents each, by addressing the Commissioner of Patents.

Washington, D. G. 

